Acetic Acid → N-benzyl-3,3-bis(4-fluorophenyl)-N-(2-(pyrimidin-2-yl)ethyl)propan-1-amine

Participants

Reaction Steps

To a solution of 3,3-bis(4-fluorophenyl)propanal (0.908 g, 3.69 mmol) in DCE (12 mL) at room temperature was added N-benzyl-2-(pyrimidin-2-yl)ethanamine (0.704 g, 3.30 mmol), acetic acid (0.208 g, 3.46 mmol) (0.20 mL). and NaBH(OAc)3 (0.834 g, 3.94 mmol) The reaction mixture was stirred at room temperature for 3 h, quenched with 5 M NaOH (1×), diluted with EtOAc, washed with brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (eluted with 40% to 70% EtOAc in hexanes) gave N-benzyl-3,3-bis(4-fluorophenyl)-N-(2-(pyrimidin-2-yl)ethyl)propan-1-amine.

Provenance & Evidence